Living in Longboat Key, FL

The DiPinto Group April 23, 2024

Introducing Longboat Key: a barrier island off Sarasota's coast renowned for its relaxed ambiance and upscale offerings. From luxury waterfront properties to exclusive clubs and marinas, Longboat Key blends tranquility with convenience, making it an attractive destination for those seeking a laid-back coastal lifestyle. If you’re considering living in Longboat Key, explore the island's amenities, real estate market, and considerations for potential residents in this overview.

An Overview of Longboat Key

Longboat Key, situated off Sarasota's coast, is a barrier island renowned for its relaxed vibe and upscale amenities. With around 12 miles of pristine beaches, it's a haven for sun, sand, and water activities. The island features residential areas, resorts, and golf courses catering to permanent residents and vacationers.

The abundance of luxury waterfront properties is noteworthy, offering stunning views of the Gulf of Mexico to the west and Sarasota Bay to the east. It also has several exclusive clubs and marinas, appealing to boating enthusiasts.

For recreation, residents can enjoy activities like golfing at the Longboat Key Club, tennis, biking along scenic paths, and fishing in the surrounding waters. The island hosts a few fine dining spots, boutique shops, and art galleries, providing a taste of upscale coastal living. While offering a serene escape from nearby urban areas, Longboat Key is conveniently located near cultural attractions and entertainment options in Sarasota and Bradenton.

Longboat Key Real Estate

Longboat Key, FL, real estate mainly consists of luxury waterfront properties, condominiums, and single-family homes. Waterfront homes offer scenic views of the Gulf of Mexico or Sarasota Bay, with prices varying based on location, size, and amenities. Condominiums are prevalent, ranging from modest units to lavish complexes with resort-style amenities. Single-family homes come in various styles and sizes, often featuring private pools and upscale finishes. Overall, Longboat Key's real estate market caters to affluent buyers seeking upscale coastal living.

Pros and Cons of Living in Longboat Key

As with any location, living in Longboat Key has pros and cons that will vary in importance based on your priorities:


  • Beach lifestyle: Living on Longboat Key means having easy access to beautiful beaches for relaxation and water activities. Whether you enjoy sunbathing, swimming, or trying water sports like paddleboarding or kayaking, the island's beaches offer something for everyone.
  • Upscale amenities: Longboat Key is known for its luxurious offerings, including high-end resorts, golf courses, and fine dining options. Whether you're treating yourself to a spa day, hitting the links for a round of golf, or enjoying a gourmet meal, the island provides upscale experiences for its residents.
  • Natural beauty: Beyond the beaches, Longboat Key offers picturesque views of the Gulf of Mexico and Sarasota Bay. Residents can enjoy crystal-clear waters and lush vegetation from their homes or during a stroll along the bayfront.
  • Recreation: Longboat Key is a paradise for outdoor enthusiasts, with plenty of opportunities for activities like golfing, tennis, biking, and fishing. Whether you're seeking a challenging round of golf, a friendly tennis match, a scenic bike ride, or a day of fishing in the surrounding waters, there's no shortage of ways to stay active and enjoy the island's natural surroundings.


  • Seasonal population fluctuations: During peak tourist seasons, the island can become crowded, and traffic may increase.
  • Higher cost of living: The upscale nature of the island results in higher property prices and living expenses.
  • Hurricane risk: Like many coastal areas in Florida, Longboat Key is susceptible to hurricanes and tropical storms, requiring residents to be prepared for potential hazards.

Is Moving to Longboat Key Right for Me?

Whether moving to Longboat Key, FL, is the right choice depends on your lifestyle preferences, financial situation, career aspirations, and priorities. Consider the following questions:

  • Do you enjoy a beach-centric lifestyle with access to water activities and upscale amenities?
  • Are you comfortable with the higher cost of living associated with upscale coastal communities?
  • Are you prepared for the seasonal fluctuations in population and potential traffic congestion during peak tourist seasons?
  • Are you willing to invest in hurricane preparedness and insurance due to the area's susceptibility to tropical storms?
Reflecting on these questions and conducting thorough research about the area, including visiting if possible, can help you decide whether moving to Longboat Key aligns with your lifestyle and goals. Additionally, consulting with a local real estate agent or residents of the area can provide valuable insights into what life on the island is truly like.

Ready to Live in Longboat Key?

Longboat Key offers a unique blend of coastal living, upscale amenities, and natural beauty that appeals to residents and visitors alike. With its pristine beaches, luxurious resorts, and abundant recreational opportunities, the island provides a serene escape from the hustle and bustle of urban life. While it's important to consider factors like the cost of living and seasonal fluctuations, those who choose to make Longboat Key their home find themselves immersed in a lifestyle defined by relaxation, leisure, and appreciation for the island's stunning surroundings.

Considering a move to Longboat Key? Reflect on your lifestyle, priorities, and goals with these questions, and for personalized guidance and assistance navigating the Longboat Key real estate market, contact The DiPinto Group today.


One would be hard-pressed to find a real estate agent more attuned to the opulent offerings of Longboat Key, Lido Key, and St. Armands than Nicholle. Her enthusiasm and positive attitude towards finding the perfect home in these idyllic locations are palpable and infectious. People trust Nicholle with their single largest asset when exploring the vibrant real estate landscape of Longboat Key, Lido Key, and St. Armands. It is a responsibility she shoulders with utmost seriousness. She understands that her success is a direct reflection of her clients' success in securing their dream abode in these picturesque locales. Nicholle's dedication is evident as she navigates the real estate market of Longboat Key, Lido Key, and St. Armands, ensuring a seamless and rewarding property acquisition experience for her clients.